Phospholane

Phospholane
Names
	Preferred IUPAC name Phospholane
Identifiers
CAS Number	3466-00-0;
3D model (JSmol)	Interactive image;
Beilstein Reference	605298
ChEBI	CHEBI:33133;
ChemSpider	69459;
ECHA InfoCard	100.020.383
EC Number	222-420-5;
Gmelin Reference	323930
PubChemCID	77013;
UNII	2BH587UMF9;
CompTox Dashboard(EPA)	DTXSID00188216;
	InChI InChI=1S/C4H9P/c1-2-4-5-3-1/h5H,1-4H2 Key: GWLJTAJEHRYMCA-UHFFFAOYSA-N;
	SMILES C1CPCC1;
Properties
Chemical formula	C4H9P
Molar mass	88.090g·mol−1
Appearance	colorless liquid
Boiling point	100–103 °C (212–217 °F; 373–376 K)
	Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa). Infobox references

Phospholaneis theorganophosphorus compoundwith the formula (CH₂)₄PH. This colorless liquid is the parent member of a family of five-membered, saturated rings containing phosphorus. Although phospholane itself is only of minor academic interest, the class of C- and P-substitutedphospholanesare valued ligands inasymmetric hydrogenationand related areas ofhomogeneous catalysis.^[2] Phospholane is prepared by reduction of1-chlorophospholane,which in turn is obtained by the reaction of1-phenylphospholaneandphosphorus trichloride.^[3]

References

^Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book).Cambridge:The Royal Society of Chemistry.2014. pp. 392, 599.doi:10.1039/9781849733069.ISBN 978-0-85404-182-4.
^Clark, Thomas; Landis, Clark (2004). "Recent developments in chiral phospholane chemistry".Tetrahedron: Asymmetry.15:2123–2137.doi:10.1016/j.tetasy.2004.06.025.
^K. Sommer (1970). "Zur Spaltung tertiärer Phosphine. II".Zeitschrift für Anorganische und Allgemeine Chemie.379:56–62.doi:10.1002/zaac.19703790110.